Vespa Tours · WORLDWIDE

Where to Ride and Taste: the 15 Best Vespa Wine Tours Worldwide

82 tours  ·  from $61 a head

Chianti mostly, then Bordeaux and a surprising amount of California. These 15 pair hill roads with cellar doors, priced by the glass count, and every one of them times the tasting for after the riding.

Chianti Vespa Tour with Lunch from Florence & E-car Option - Learning to ride before the real road
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Chianti Vespa Tour with Lunch from Florence & E-car Option

1.Chianti Vespa Tour with Lunch from Florence & E-car Option

★★★★★★★★★★5.0 · 1,453 reviews · 6 hours 30 minutes (approx.) · from $125Our pick

Leave Florence by minivan, learn to handle a Piaggio Vespa or Fiat Topolino, then ride through Chianti with guides such as Yo, Lorenzo, Ela, and Haider. Expect country roads, photo stops, winery tastings, olive oil, and a Tuscan lunch. A credit card, driving license, and comfort on two wheels are essential.

“Lorenzo and his female colleague were so patient and accommodating with the group’s comfort levels for the Vespa tour. Riding the Vespa through the Italian countryside was the best experience set of our trip to Italy! I have not dropped smiling!”

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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour - Leaving Florence for the Chianti hills
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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour

2.Chianti Wine Region Vespa or Fiat Topolino Tour

★★★★★★★★★★4.8 · 739 reviews · 6 - 6.5 hours

Leave Florence by minivan for a guided ride through Chianti, Impruneta, and Chiocchio. Choose a 50cc Vespa, electric Vespa, Piaggio Zip, or Fiat Topolino. Expect quiet roads, a medieval village, a winery visit, Tuscan food, wine, olive oil, and guides such as Niccolò, Julia, Yo, and Heather.

“Heather and Yo took the time to help me feel comfortable with the Vespa. We had a great group, so much fun!”

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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience - The convoy drive through the Chianti hills
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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

3.Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

★★★★★★★★★★5.0 · 660 reviews · 4 hours (approx.) · from $139

Drive a restored 1960s Fiat 500 from Scandicci into the Chianti hills with a guide leading the convoy. After scenic country roads and photo stops, visit a 15th-century wine estate for tastings and a light lunch of Tuscan meats and cheeses. Manual driving skills are essential.

“Must know how to drive a manual! Cars are not automatic! Other than that it was a great experience. I would recommend to anyone staying in Florence!”

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Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads - Riding through vineyards, villas, and rolling hills
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Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads

4.Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads

★★★★★★★★★★5.0 · 614 reviews · 5 hours (approx.) · from $228

Leave Florence by air-conditioned minivan with guides such as Luca, Alexa, or Dejan, learn to handle an automatic Vespa, and ride through Chianti hills past vineyards and villas. Finish at a family winery for a cellar visit, wine, olive oil, and a Tuscan lunch.

“So fun, excellent and patient with is on the Vespa tour. Winery was neat and beautiful. Loved the sunset on the way back”

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Tuscany Vespa Tours Through the Hills of Chianti - Learning to handle the Vespa safely
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Tuscany Vespa Tours Through the Hills of Chianti

5.Tuscany Vespa Tours Through the Hills of Chianti

★★★★★★★★★★5.0 · 515 reviews · 6 hours (approx.) · from $193

Ride a genuine Vespa through Chianti with guides such as Ben, Filippo, Alessio, and Leonardo. After a safety lesson and scenic stops, enjoy lunch, wine, and olive oil at a Tuscan villa or castle. Round-trip transport from Florence is included.

“We had a great time. Your guides were the best funny and kind. Lunch we delicious.. Ben and Philip are the best. Don’t miss out on this tour!!!”

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Tuscany Vespa Tour from Florence with Wine Tasting - Getting From Florence to the Vespa Starting Point
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Tuscany Vespa Tour from Florence with Wine Tasting

6.Tuscany Vespa Tour from Florence with Wine Tasting

★★★★★★★★★★5.0 · 425 reviews · 7 to 8 hours (approx.) · from $241

Spend 7 to 8 hours riding a classic Vespa through Tuscany, with practice time, a stop in San Gimignano, and a Tuscan lunch with wine tasting. Guides such as Daniel, Cecilia, Giacomo, and Stefano help beginners, and passengers can ride with a guide if needed.

“Just absolutely splendid. We do a lot of tours. Out of all the tours we’ve done, ANYWHERE, so far, this one tops the charts. The guides were so wonderful, so caring. We had Stefan and both him and the other person helping everyone with the vespas…just so attentive…constantly making sure everyone is safe, enjoying. Stefan was with us till the end and we were so lucky to have him. He made the whole experience extra special.”

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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch - A Tuscan lunch at the winery
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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch

7.Small Group Vespa Tour Tuscany Winery & Lunch

★★★★★★★★★★4.9 · 268 reviews · 7 hours · from $235

Spend seven hours leaving Florence by van, learning to ride a Vespa, and following quiet Tuscan roads to San Gimignano. Guides such as Lorenzo, Cecilia, Daniele, and Mido help nervous riders, take photos, and lead the day. Finish with a generous lunch and local wine tasting at a farmhouse winery.

“It was wonderful. Daniel and Marco were terrific. My dad had mobility issues and wasn’t able to ride a Vespa. My mom and I tried and felt too nervous to drive them. Because the Tuk Tuk was being used on another tour, they could not accommodate us, so they recruited another driver and let us be passengers on the back of their Vespas for the tour. It was actually better because we got to enjoy the beautiful scenery and not worry about steering or traffic. They took videos of the experience. The food at the lunch and wine tasting was delicious! Highly recommend. These guys are terrific!”

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Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500 - Meeting the Fiat 500 in Scandicci
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Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting - The scooter test matters
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From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting

9.From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting

★★★★★★★★★★5.0 · 147 reviews · 6 hours (approx.) · from $180

Ride an automatic 50cc Vespa through Chianti vineyards, olive groves, and medieval villages with a guide such as Ottavio, Alessandro, Lorenzo, or Vincenzo. The tour includes a safety test, photo stops, a Tuscan winery lunch, three wines, and olive oil.

“Lorenzo was a great guide and the entire family loved this trip. The wine tasting and lunch was magnificent. Highly recommend this adventure. Great for families or groups of friends.”

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Vespa Tour with Lunch&Chianti Winery from Siena - Leaving Siena and reaching the Chianti roads
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Vespa Tour with Lunch&Chianti Winery from Siena

10.Vespa Tour with Lunch&Chianti Winery from Siena

★★★★★★★★★★4.0 · 126 reviews · from $168

Ride in a guided Vespa convoy from Siena through Chianti, with stops in Castellina, Radda, and Monteriggioni. At Casale dello Sparviero, tour the winery, taste Tuscan wines, and eat a light lunch. You may drive solo or ride with an escort, but scooter experience is required.

“The worst experience ever. Suppose to be a guided tour and only thing he did was ride his Vespa in front of not a word spoken. When we returned the Vespa we were told that we damaged it and demanded payment. This company is run by thieves. Please beware very unscrupulous and not worth the money!!!”

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Chianti Tour by Vespa from Florence - Lunch, wine, and olive oil in Tuscany
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Chianti Tour by Vespa from Florence

11.Chianti Tour by Vespa from Florence

★★★★★★★★★★4.6 · 101 reviews · 7 hours · from $159

Leave Florence by classic Vespa with an English or Italian guide, then ride through the Chianti hills past vineyards, olive groves, villas, and villages. Choose to drive solo or ride with a guide, stop for lunch and wine, and spend free time in Monteriggioni. Previous Vespa experience is essential for drivers.

“Driving a Vespa in Florence with my guide Jimmie, was fantastic. A dream come true.”

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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine - San Gimignano views without a long town visit
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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

12.Small-Group Tuscany Vespa Tour with Lunch & Wine

★★★★★★★★★★4.5 · 95 reviews · 7 hours (approx.) · from $204

Drive a 50cc automatic Vespa through Chianti’s quiet country roads, stopping for views near San Gimignano and a generous winery lunch with wine and olive oil. Guides such as Alessandro, Emma, Vincenzo, and Domenico lead the ride. Previous scooter experience is required.

“The lunch was fantastic with 7 different wines! Videoing the poor lady in front of me unable to master left hand turns! Funny until she dumped it. No damage though -all’s good! Great time.”

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Vineyard Rides Paso Robles Sidecar Wine Adventure - Starting at Cass Winery on Linne Road
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Vineyard Rides Paso Robles Sidecar Wine Adventure

13.Vineyard Rides Paso Robles Sidecar Wine Adventure

★★★★★★★★★★5.0 · 72 reviews · 1 hour (approx.) · from $89Best value

Meet guides such as Isaac, Will, Frank, or JD at Cass Winery for a private vintage sidecar ride through the vineyards. Expect a safety briefing, photo stops, grape and winemaking insights, and the option to add a wine tasting after the ride.

“It was an amazing experience! We had so much fun. Our guides were very informative and very nice. An experience like none other.”

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From Aix-en-Provence: 2-Hour Wine & Scenery Sidecar Tour - Leaving Aix on the Cézanne Road
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From Aix-en-Provence: 2-Hour Wine & Scenery Sidecar Tour

14.2-Hour Wine & Scenery Sidecar Tour

★★★★★★★★★★5.0 · 67 reviews · 2 hours (approx.) · from $151

Join Eric, Kevin, George, or another La Belle Echappée guide for a private two-hour ride in a vintage motorcycle sidecar. You’ll follow Cezanne Road through Aix countryside toward Sainte-Victoire Mountain, with lavender views and a winery tasting, often at Chateau Bonisson.

“Amazing tour! So much fun and Kevin made it so informative and fun. Thanks again we had a great time and would 100% recommend this tour. You won’t regret doing it! Jayden and Bianca x”

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Private Sidecar Winery Tour through Temecula - Starting at Akash Winery and Vineyard
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Private Sidecar Winery Tour through Temecula

15.Private Sidecar Winery Tour through Temecula

★★★★★★★★★★5.0 · 63 reviews · 2 hours 30 minutes (approx.)

Ride in a private motorcycle sidecar from Akash Winery through Temecula wine country with guides such as Bryan, Hunter, Fred, or Jose. Expect open-air views, local stories, and tastings at Doffo Winery, Bella Vista Winery, and another area stop. The tour lasts about two and a half hours.

“Jose the driver! Jose was knowledgeable and just downright fun. He gave great insight into each stop and made sure we were having fun! 10/10 best guide!! Brooke and Elizabeth”

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